76725-50-3Relevant academic research and scientific papers
Preparation of 3-(arylvinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid esters and new intermediate therefor
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, (2008/06/13)
A process for the preparation of a 3-(arylvinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid ester of the formula STR1 in which Ar is an aromatic radical, R is alkyl or an alcohol radical customary in pyrethroids, and R1 is hydrogen, fluorine or chlorine, comprising reacting a compound of the formula STR2 with respectively, one, two or three equivalents of a base at a temperature between about -20° and +60° C. The compounds are insecticidally active. Numerous syntheses of the starting materials, some involving new intermediates, are also shown.
Acid-catalysed Rearrangements of Methyl 1R-cis-2,2-Dimethyl-3-(2-oxopropyl)cyclopropane Carboxylate and Related Compounds+
Mahamulkar, B. G.,Kulkarni, G. H.,Mitra, R. B.
, p. 910 - 911 (2007/10/02)
Methyl 2,2-dimethyl-3-(2-oxopropyl)-cis-cyclopropane-1-acetate (III) on heating with phosphoric acid affords (+)-homoterpenyl methyl ketone (IIa).Bromination of III at 0 deg C in the presence of sodium acetate affords among other products methyl 2,4-dimethylphenylacetate (VIII).Methyl 1R-cis-2,2-dimethyl-3-(2-oxopropyl)cyclopropane carboxylate (XI) on heating with phosphoric acid affords 3,3-dimethyl-4-(2-oxopropyl)butyrolactone (XIV).Methyl 1S-cis-2,2-dimethyl-3-(2-oxo-2-phenylethyl)cyclopropane carboxylate (XIII) on similar treatment affords the 3,3-dimethyl-4-(2-oxo-2-phenylethyl)butyrolactone (XV).
